ABBV-CLS-484   Click here for help

GtoPdb Ligand ID: 11968

Synonyms: AC484
PDB Ligand
Compound class: Synthetic organic
Comment: ABBV-CLS-484 is an orally bioavailable, active-site inhibitor of the protein tyrosine phosphatases PTPN1/N2 that was developed by AbbVie, Calico Life Sciences, and the Broad Institute of MIT and Harvard. Its chemical structure was first disclosed at the AACR spring meeting in 2022, and subsequently published in a Nature Communications article in mid-2023 [2]. ABBV-CLS-484-mediated inhibition of PTPN1/N2 in T cells promotes a potent immune-dependent anti-tumour effect[1].
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 107.12
Molecular weight 385.15
XLogP 2.15
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES CC(CCN[C@@H]1CCc2c(C1)c(F)c(c(c2)O)N1CC(=O)NS1(=O)=O)C
Isomeric SMILES CC(C)CCN[C@@H]1CCc2c(C1)c(F)c(N1CC(=O)NS1(=O)=O)c(O)c2
InChI InChI=1S/C17H24FN3O4S/c1-10(2)5-6-19-12-4-3-11-7-14(22)17(16(18)13(11)8-12)21-9-15(23)20-26(21,24)25/h7,10,12,19,22H,3-6,8-9H2,1-2H3,(H,20,23)/t12-/m1/s1
InChI Key DVFCRTGTEXUFIN-GFCCVEGCSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
Synonyms Click here for help
AC484
Database Links Click here for help
GtoPdb PubChem SID 464244109
PubChem CID 155103607
RCSB PDB Ligand M5R
Search Google for chemical match using the InChIKey DVFCRTGTEXUFIN-GFCCVEGCSA-N
Search Google for chemicals with the same backbone DVFCRTGTEXUFIN
UniChem Compound Search for chemical match using the InChIKey DVFCRTGTEXUFIN-GFCCVEGCSA-N
UniChem Connectivity Search for chemical match using the InChIKey DVFCRTGTEXUFIN-GFCCVEGCSA-N